GB2164658A - Hair-treatment compositions based on nonionic, weakly anionic or amphoteric surface-active agents and heteropolysaccharides - Google Patents

Hair-treatment compositions based on nonionic, weakly anionic or amphoteric surface-active agents and heteropolysaccharides Download PDF

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GB2164658A
GB2164658A GB08523472A GB8523472A GB2164658A GB 2164658 A GB2164658 A GB 2164658A GB 08523472 A GB08523472 A GB 08523472A GB 8523472 A GB8523472 A GB 8523472A GB 2164658 A GB2164658 A GB 2164658A
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denotes
composition according
hair
formula
composition
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GB2164658B (en
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Jean Francois Grollier
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LOreal SA
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LOreal SA
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Priority claimed from LU85547A external-priority patent/LU85547A1/en
Priority claimed from LU85548A external-priority patent/LU85548A1/en
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/45—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S424/00—Drug, bio-affecting and body treating compositions
    • Y10S424/04—Dandruff

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Description

1 GB 2 164 658 A 1
SPECIFICATION
Cosmetic compositions based on nonionic, weakly anionic or amphoteric surface-active agents and heteropolysaccharides The present invention relates to cosmetic compositions intended particularly to be applied on hair, based on surfactants and heteropolysaccha rides.
Cosmetic compositions such as shampoos containing nonionic, weakly anionic or amphoteric surfactants are well known in the field of cosmetics and offer many advantages when compared to the compositions containing strongly anionic surfactants; they have, in particular, a better skin tolerance.
A "weakly anionic surfactant", as used herein, means a surfactant incorporating, in its hydrophilic chain, a carboxylic acid function and other hydrosolubilizing groups which gives it significant solubility in water in an acidic medium; in such a medium, they show a behaviour which is similarto that of nonionic surfactants. The hydrosolubilizing groups are generally "polyethoxy" concatenations.
Weakly anionic surface-active agents which are of interest are polyalkoxycarboxylates.
Nonionic surface-active agents which are especially interesting because of their compatibility with the scalp and with hair, and particularly for persons with seborrhea problems, are water-soluble polyglycerolated surface-active agents, and particularly the condensation products of a monoalcohol, an u--diol, an alkylphenol, an amide or a diglycolamide with glycidol or a glycidol precursor, which are described in French Patent 2,091,516, as well as the compounds described in French Patents 1, 477,048 and 2,328,763.
Amphoteric surface-active agents used are generally acylated derivatives of mono- or di-carboxylic diamino-acids present, when appropriate, in their cyclic form.
The use of surfactants of this type in liquid form is not easy because the composition is difficult to localize on the hair as it quickly flows towards the ends.
Furthermore, it has been found difficult to thicken compositions based on these surface-active agents with 25 traditional thickeners such as cellulose derivatives, crosslinked acrylic acid polymers, guar gum derivatives, or polyethylene glycol esters, either because the solutions are unstable on storage, or because the addition of a thickener degrades the cosmetic properties on application to the hair and/or the good compatibility with greasy hair.
We have nowfound that, surprisingly, the use of water-soluble heteropolysaccha rides made it possible to 30 thicken compositions based on the particular surfactants referred to above without losing the advantages of these surfactants. In addition, it has been found, in particular, that there is a clear improvement in the foaming properties, particularly as regards the comfort and the softness of the foam, a surprising improvement in detergency and an improvement in the cosmetic properties, particularly as regards the disentangling and the softness of wet and dried hair.
These compositions are, furthermore, readily removed by rinsing with water.
The present invention accordingly provides cosmetic compositions intended particularly to be applied on hair, containing at least one nonionic, weakly anionic or amphoteric surfactant, such as defined above and at least one water-soluble h etero polysa cch a ride. These compositions desirably do not contain a strongly anionic surface-active agent nor an oxidizing agent.
Thus the cosmetic compositions according to the invention are essentially characterised in that they comprise, in a cosmetically acceptable medium:
a) at least one water-soluble. polyglycerolated, nonionic surface-active agent, preferably A) a condensation product of a monoalcohol, an oL-diol, an alkylphenol or an amide with glycidol or a glycidol precursor, B) a compound corresponding to the formula:
R20tC2H30-(CH2OH)qH in which R2 denotes an alkyl, alkenyl or alkylaryl radical and q is a statistical average value from 1 to 10, these compounds being described more particularly in French Patent 1,477,048, and C) a compound corresponding to the formula:
R3CONH-CH2-CH2-0-CH2-CH2-0-(CH2CHOH-CH2-0)r-H in which R3 denotes a straight-chain or branched, saturated or unsaturated aliphatic radical containing between 8 and 30 carbon atoms, and optionally one or more hydroxy groups, of natural or synthetic origin, r denotes an integral or decimal number from 1 to 5 and denotes the average degree of condensation, and mixtures thereof in which the R3 radicals can be different, such compounds being described more particularly in French Patent 2,328,763, or b) a weakly anionic surface-active agent from the polyalkoxycarboxylate group, or c) an amphoteric surface-active agent chosen from the acylated derivatives of mono- or dicarboxylic diamino acids, optionally in cyclic form, or d) their mixtures, and at least one water-soluble heteropo lysacch and e.
2 GB 2164658 A 2 The nonionic surface-active agents of group (A) above correspond, in particular, to the formula:
R, -CHOH-CH2-0-(CH2-CHOH-CH2-0)p-H in which R, denotes an aliphatic, alicyclicorarylaliphatic radical, preferably containing 7 to 21 carbon atoms 5 (and mixtures), the aliphatic chains being capable of incorporating ether, thioether or hyd roxym ethylene groups and in which p is from 1 to 10 inclusive. Such compounds are described particularly in French Patent 2,091,516.
Among the nonionic surfactants defined above, those preferred more particularly correspond to the 10 formula:
R,-CHOH-CH2-0-(CH2-CHOH-CH2-p in which R, denotes a mixture of alkyl radicals containing 9 to 12 carbon atoms and p has a statistical value of 15 3.5, or else R, denotes a C10 alkyl radical and p has a statistical value of 2.5, or R201C2H30-(CH20H%H in which R2 denotes the gou p C12H25 and q has a statistical value of 4 to 5, or R,- CON H - CH2-CH2- 0 -CH2CH2- 0 - (CH2CHOH -CH20h1H where R3 denotes a mixture of radicals derived from lauric, myristic, oleic and copra acids and r has a statistical value from 3 to 4.
The surface-active agents from the polya 1 koxycarboxyl ate groups which are particularly preferred are 25 polyglycolic ether carboxylic acids corresponding to the formula:
R4-(OCI-12-CH2)n-OCH2-COOH, or salts thereof, where the substituent R4 Corresponds to a straight chain containing from 6 to 18 carbon 30 atoms and preferably from 12 to 18 carbon atoms and n is an integer from 5 to 25, preferably from 5 to 10.
Among the compounds belonging to this group, special mention can be made of the product sold at 90% strength of active material underthe trade name "Akypo RLM 1 0V by Chem Y corresponding to the above formula, in which R denotes a mixture of alkyl radicals containing 12 to 14 carbon atoms and n is equal to 10; the product sold at 90% stength of active material underthe trade name "Sandopan DTC Acide- by Sandoz, 35 corresponding to the above formula, in which R denotes a group containing 13 carbon atoms and n is equal to 7, or salts of these compounds; the products sold under the trade name "Sandopan DTC lin6aire gel" and "DTC lin6aire acide", in which products R denotes a mixture of radicals containing from 12 to 15 carbon atoms and n is equal to 5; the product sold underthe trade name "Sandopan KST-, in which R denotes an alkyl radical containing 16 carbon toms and n is equal to 12.
The amphoteric surface-active agents are suitably chosen from those described particularly in the CTFA dictionary, 3rd edition, 1982, and correspond to the following general formulae 1 and 11.
The compounds of formula 1 correspond to the structure:
R5-CO-NH-CH2C-H2-N I---- CH2CH2R, 45 in which R5 denotes a straight chain or branched C7-C17 alkyl or alkenyl radical, an alkyl or alkenyl radical 50 derived from a long-chain fatty acid such as that from copra or tallow, R6 denotes an -OH, -OCH2CH2COONa or -OCH2CH2COOH group, R7 denotes -CH2or -CH2-CH-CH2-, 1 UM K denotes COO-', M denotes hydrogen or an alkali metal, m denotes 1 or 2.
3 GB 2 164 658 A. 3 The compounds of formula 11 have the structure:
is CH2CH20H IR,-CO- NH-CH2CH2- N -CH2C000 "11\CH2COONa (11) in which R8 denotes a C7-C17 alkyl radical or an aikyl radical derived from copra.
Among the amphoteric surface-active agents which are more particularly preferred, mention may be made of the compound con esponding to the formula:
R5-C-NH-CH2CH2-N 11 U CH2CH2OCH2CH2COONa CH2CH2COONa in which R5-Cdenotes the acyl radical derived from copra; ii U this compound is called "cocoamphocarboxypropionate" in the CTFA dictionary, 3rd edition, 1982, and sold 25 by Miranol under the trade name Miranol C2M SF, and the corresponding acid form and the compound corresponding to the formula:
in which CH2CH20H R,-C-NH-CH2,CH2- 0' NCH,COO(D 11 U R,-C 11 U denotes the acyl radical derived from copra, which corresponds to the trade name of "cocoa m phoca rboxy glycinate" in the CTFA dictionary, 3rd edition, 1982, and sold by Miranol under the trade name Miranol C2M conc.
The heteropolysaccharides employed in accordance with the invention are usually synthesised by the fermentation of sugars by microorganisms.
More particularly they may incorporate the xanthane gums produced by the bacteria Xanthomonas Campestri and the mutants or variants of the latter.
The xanthane gums generally have a viscosity of 600 to 1,650 cP for an aqueous composition containing 1% of xanthane gum (measured in a Brookfield type ILW viscometer at 60 revlmin) and have a molecular weight of 1,000,000 to 50,000,000.
The xanthane gums usually comprise 3 different monosaccharides in their structure, these being mannose, glucose and glucuronic acid in salt form.
Such products are, more particularly: Keltrol marketed by Kelco, a 1 % aqueous solution of which has a Brookfield LVT viscosity at 60 rev/minute of 1,200 to 1,600 cP, Keizan S marketed by Kelco, a 1 % aqueous solution of which has a Brookfield LW viscosity at 60 revlminute of 850 cP, Rhodopol 23, 23U and 23C, marketed by Rhone-Poulenc, a 0.3% aqueous solution of which has a Brookfield LW viscosity at 30 rev/minute of 450 -h 50 cP, Rhodigel 23, marketed by Rhone-Poulene, Deuteron XG marketed by Schbner GmbH, the viscosity of a 1% aqueous solution of which is 1,200 cP, measured in a Brookfield LW viscometer at 30 rev/minute, Actigum CX9, marketed by Ceca, with a viscosity of 1, 200 cP, measured in a Brookfield LW viscometer at30 revlminute on a 1% aqueous solution; Keizan K9 C57, the viscosity of a 1% aqueous solution 60 of which is630to 1,00OcP, measured in a Brookfield USviscometerat60 rev/min, marketed by Kelco,
Keizan K8 B1 2, the Rotovisco RVI, MVI de Haacke viscosity at 2WC of which is 1,000 at 10 s-1, marketed by Kelco and Keizan K3 B130, marketed by Kelco.
The h etero polysacch a rides may also be chosen from; a) the biopolymer PS 87 produced by the bacteria Bacillus polymyxa which comprises in its structure 65 4 GB 2164658 A 4 glucose, galactose, mannose, fucose and glucuronic acid; this biopolymer PS 87 is described in EP-A- No. 23, 397, b) the biopolymer S88 produced by the strain Pseudomonas ATCC 31554, which comprises in its structure rhamnose, glucose, mannose and glucuronic acid; this biopolymer is described in the patent G.B. -A-2,058, 106, c) the biopolymer S130, produced bythe strain Alcaligenes ATCC 31555, which incorporates in its molecule rhamnose, glucose, mannose and glucuronic acid; this biopolymer is described in the patent G.B. -A- 2, 058,107, d) the biopolymer S1 39 produced by the strain Pseudomonas ATCC 31644, which comprises in its molecule rhamnose, glucose, mannose, galactose and galacturonic acid; this biopolymer is described in 10 U.S. Patent No. 4,454,316, e) the biopolymer S198 produced by the strain Alcaligenes ATCC 31853, which comprises in its molecule rhamnose, glucose, mannose and glucuronic acid; this biopolymer is described in EP-A- 64,354, f) the exocellular biopolymer produced by species of bacteria, yeasts, fungi or algae which are gram-positive or negative; this biopolymer is described in DE-A- 3,224, 547.
The surfactants such as specified above are suitably present in an amount from approximately 0.5 to 30% and preferably approximately 1.5 to 15%, relative to the total weight of the composition.
The hetero polysaccha ride is suitably present in an amount from approximately 0.1 to 2.5%, preferably 0.2 to 1.5% by weight.
These compositions have a pH which is generally from 3 to 9, and preferably from 4 to 7.
The compositions according to the invention may be employed as a shampoo or as hair treatment compositions such as anti-grease or anti-dandruff treatment and more particularly as rinsing compositions to be applied before or after dyeing, before or after bleaching, before or after permanent waving, before or after shampooing or between two stages of a shampoo in order to obtain a hair-conditioning effect.
The cosmetically acceptable medium is typically water or a water-alcohol mixture, which may contain, in 25 addition to the surface-active agents defined above and the h eteropolysacch a ride, different adjuvants usually employed in cosmetics, such as perfumes, preserving agents, sequestering agents, cationic surface-active agents, cationic polymers, electrolytes and acidifying and alkalizing agents, with the exception, however, of the combination of a cationic polymer and an anionic polymer, oxidizing agents and strong anionic surfactants. The name "strong anionic surfactants" as used herein means surfactants derived 30 from sulphonic, sulphuric, sulphosuccinic, succinic and sarcosinic acids.
The compositions according to the invention, containing a weakly anionic andlor amphoteric surface active agent, preferably additionally contain an anti-grease or anti- dandruff agent.
When employed for an anti-grease treatment, they may particularly contain the compounds described in French Patents 2,000,882,2,011,940 and 2,133,991, and more particularly S- ca rboxym ethyl cystei ne, trans-thiolane-3,4-diol S,S-dioxide and oxathiazinone derivatives prepared according to French Patent No.
2,231,676 and more particularly the potassium salt of 6-methyl-1,2,3oxathiazine-4-(3H)-one 2,2-dioxicle.
When employed as anti-dandruff agents, they may particularly contain zinc or sodium pyridinethiones, bis-(2-pyridylA -oxide)disulphide, such as described in French Patent 2, 308,624 and its addition products with salts of alkaline earth metals such as, more particularly, the complex of 2,3-clithiopyridine 1,1-dioxide 40 with magnesium sulphate and substituted or unsubstituted 1 -hydroxy-2- pyridones such as described in French Patent 2,191,904 and, in particular, the monoethanolamine salt of 1-hydroxy-4-methyl-6-(2,4,4 trim ethyl pentyl)-2-pyridon e.
The present invention also provides a cosmetic treatment process essentially characterised in that the composition defined above is applied to hair and, if necessary, the hair is rinsed after a few minutes' 45 application. The treatment may consist of:
(a) washing the hair with the composition, followed by a rinse, (b) an anti-grease or anti-dandruff treatment followed, if appropriate, by a rinse after a few minutes' application, or (c) a hair-conditioning treatmentwith the composition according to the invention which is applied before 50 or after dyeing, before or after bleaching, before or after permanent waving, before or after shampooing or between two stages of a shampoo, followed, if appropriate, by a rinse.
The application of these compositions may also be preceded orfollowed by treatments with lotions containing various components which are active in respect of hair, such as polymers.
The following Examples further illustrate the present invention.
GB 2 164 658 A Example 1
The following composition is prepared:
This composition is employed as a shampoo for washing hair.
Example 2
The following composition is prepared:
Polyglycerolated fatty diglycolamide R-CO-NH-CH2-CH2-0-CH2-CH2tO-CH2-CHOH-CH2b;s-OH 109 R: mixture of radicals derived from C12 to C18 natural fatty acids Heteropolysaccharide sold underthe trade name of Rhodopol 23C by Rhone-Poulenc pH adjusted to 5 with lactic acid Colorants, stabilizers, water 1.09 cl.s. 1009 - Nonionic surfactant of formula R-CHOH-CH2-O(CH2-CHOH-CH 8.09 R: mixture Of C9-C12 alkyl radicals 20 n denotes an average statistical value of approximately 3.5 - Heteropolysaccharide sold under the trade name of Rhodopol 23U by Rhone-Poulenc 1.59 pH adjusted to 7 with hydrochloric acid 25 -Water, colorants, stabilizers q.s. 100 9 This composition is employed as a shampoo for washing hair.
Example 3
The following composition is prepared:
- Nonionic surfactant of formula:
IRCHOH-CH20tCH,-CHOH-CH20+E,H R = C9-C12-alkyl 35 n = 3.5 statistical value 109 - Heteropolysaccharide sold underthe trade name of Actigum CX9 by Ceca 1.09 - pH adjusted to 5 with hydrochloric acid - Colorants, stabilizers cl.s. 40 - Water, cl.s. 100 g This composition is employed as a shampoo for washing hair.
Example 4
The following composition is prepared:
- Nonionic surfactant of formula R-CHOH-CH2Of CH2-CH0H_. CH201WII R is a mixture Of C9-C12 alkyl radicals 50 n denotes an average statistical value of approximately 3.5 8.0 g - Sorbitol monolaurate polyoxyethylenated with moles of EO, sold by Atlas under the trade name Tween 20 5.0 g 55 Heteropolysaccharide sold under the trade name Keltrol by Kelco 0.5 g - pH adjusted to 8 with triethanoiamine - Col.orants, stabilizers cl.s.
- Water, cl.s. 100g 60 This composition is employed as a shampoo for washing hair.
6 GB 2 164 658 A 6 Example 5
The following composition is prepared:
- Surfactant of formula C12H2l-OfC2H,O(CH20H "n 5 n denotes an average statistical value of 4.2 109 - Hetero po lysacch a ride sold underthe trade name Rhodopol 23U by Rhone-Poulenc 0.59 - Stabilizers, perfume q.s.
- pH adjusted to 6 with hydrochloric acid 10 - Water, q.s. 100 g This composition is employed as a shampoo for washing hai r.
Example 6
The following composition is prepared:
- Surfactant of formula: C,2-H25-0.C2H30(CH2OHM-,,H n denotes an average statistical value of approximately 4.2 - Heteropolysaccharide sold under the trade name Actigurn CX9 by Ceca - Colorant, stabilizers, perfume q.s.
2.0 g 1,5 g - pH adjusted to 5 with hydrochloric acid 25 - Water q.s. 100 g This composition is applied to wet hair after a shampoo. After a few minutes' application the hair is rinsed with water.
Example 7
The following composition is prepared:
- Surfactant of formula:
CH3-(CH2)11-CH2-(OCH2CH2)1-OCH2COOH sold in 90% AS strength solution under the trade name "Sandopan DTC 8.0 g AS Acid- by Sandoz Heteropolysaccharide sold underthe trade name ---KeltroVby Kelco Colorants, stabilizers, perfume pH adjusted to 6 with hydrochloric acid Water q.s.
q.s. 100 g This composition is employed as a shampoo for washing hair.
Example 8
The following composition is prepared:
0.5 9 AS Polyglycolic ether carboxylic acid of formula:
R-(O-CH2-CH2)M-0CH2-COOH 50 in which R = C12-C14, sold in 90% AS strength under the trade name "Mypo.RLM.1 00- by Chem.Y. 1.5 g AS Heteropolysaccharide sold under the trade name "Keltrol" by Keico 0.8 g AS Colorant, stabilizer, perfume q.s. 55 pH adjusted to 5 with hydrochloric acid Water q.s. 100 9 When applied on wet hair after a shampoo, this composition spreads very well. After a few minutes' application, the hair is rinsed with water.
7 GB 2 164 658 A 7 Example 9
The following composition is prepared:
- 38% strength AS amphoteric derivative sold under the trade name Miranol C2M conc. by Miranol - Heteropolysaccharide sold under the trade name of Keltrol by Kelco - pH adjusted to 4with hydrochloric acid - Colorants, stabilizers, water q.s. 100 g This composition is in the form of a thickened liquid which is employed as a shampoo. Hair washed with this shampoo is shiny, soft to the touch and disentangles readily.
Example 10
The following composition is prepared:
15.0 g AS 1.0 9 AS - Heteropo lysacch a ride sold underthe trade name of Rhodopol 23U by Rhone-Poulnec 0.8 g - 38% strength AS amphoteric derivative sold under the trade name Moranol C2M conc. by Moranol 2.0 g AS 20 - Potassium salt of 6-methyi-1,2,3-oxathiazin-4 (3H)-one 2,2-dioxide, sold by Hoechst under the trade name Acesulfam K 3.0 g - pH adjusted to 7 with hydrochloric acid - Stabilizers, perfumes, water q.s. 100 g 25 This composition is employed as a rinsing composition or "rinse" forthe treatment of greasy hair.
Example 11
The following composition is prepared:
- Heteropolysaccha ride sold under the trade name of Rhodopol 23U by Rhone-Poulnec - 38% strength AS amphoteric derivative sold under the trade name Miranol C2M con. by Miranol - zinc pyridinethione sold by Olin - pH adjusted to 6.7 with hydrochloric acid - Stabilizers, perfumes, water 1.0 g 2.0 g 0.8 g q.s. 100 9 This composition is employed as a rinsing composition or "rinse" for the anti-dandruff treatment. 40 Example 12
The following composition is prepared:
- Nonionic surfactant of formula: 45 R-CHOH-CH2-0-[CH2-CHOH-CH2-Olp-H where R is a decyl radical and p denotes an average statistical value of 2.5 0.5 g AS - Condensate of epichlorohydrin with a condensate of adipic acid and diethylenetriamine, prepared 50 according to Example 1 a of French Patent No.
2,252,840 0.5 g AS - Heteropolysaccharide sold under the trade name of Rhodigel 23 by Rhone-Poulnec 2.0 g AS - Distearyidimethylammonium chloride 0.3 g AS 55 - Colorants, stabilizers, perfume q.s.
- pH adjusted to 8 with hydrochloric acid - Water q.s. 100g This composition is applied to wet hair after a shampoo. After a few minutes' application the hair is rinsed 60 with water.
8 GB 2 164 658 A 8 Example 13
The following composition is prepared:
- Nonionic surfactant of formula:
R-CH01-1-CH2-Of LCH2-CHOH-CH2-01-pH 5 where R is a decyl radical and p denotes an average statistical value of 2.5 10.0 g AS - Hetero polysaccha ride sold underthetrade name of Keizan S by Kelco 0.9 g AS - pH adjusted to 6.5 with hydrochloric acid 10 - Colorants, stabilizers, perfume q.s.
- Water q.s. 100 g This composition, which has a soft and agreeable foam is used for washing hai r.
Example 14
A shampoo with the following composition is prepared:
- Heteropolysaccharide sold under the trade name of Actigurn CX 9 by Ceca 0.5 g AS 20 - Amphoteric derivative sold under the trade name of Miranol C2M SF by Miranol 10.0 g AS - Colorants, stabilizers, perfume q.s.
- pH adjusted to 7 with hydrochloric acid - Water q.s. 100 9 25 This composition is used for washing hair and makes it soft and shiny.
Example 15
The following anti-dandruff composition is prepared:
- Heteropolysaccharide sold underthetrade name of Keizan S by Kelco 1.09 Amphoteric derivative sold under the trade name of Miranol C2M SF by Miranol 2.0 g AS 35 - Monoethanolamine salt of 1 -hyd roxy-4-m ethyl -6 (2,4,4-trimethylpentyi)-2-pyridone, sold under the trade name Octoptrox by Hoechst 1.0 9 AS - Colorants, stabilizers, perfume q.s.
- pH adjusted to 8 with hydrochloric acid 40 - Water q.s. 100 g This composition is appi ied to wet hair at the scal p skin a nd after a shampoo. After a few minutes' application, the hair is rinsed with water.
Example 16
The following composition is prepared:
- Hetero polysacch a ride sold underthetrade name of Rhodopol 23U by Rhone-Poulnec 1.5 g 50 - Trideceth-7-carboxylic acid of formula CH3(CH2)1,CH2(OCH2CH2),OCH2COOH sold at 90% strength AS by Sandoz under the trade name Sandopan DTC Acide neutralized with sodium hydroxide 12.0 g AS 55 - Colorants, stabilizers, perfume q.s.
- pH adjusted to 6 with sodium hydroxide - Water q.s. 100 g This composition is employed as a shampoo for washing hair.
9 GB 2 164 658 A 9 Example 17
The following composition is prepared:
- Heteropolysaccharide sold under the trade name of Actigum CX 9 by Ceca 0.89 5 - Sodium salt of trideceth-7-carboxylic acid, of formula CH3(CH2)1,CH2-(OCH2CH2)60CH2COONa sold at 70% strength AS under the trade name of Sandopan DTC Lin6aire Gel by Sandoz 1.0 9 AS 10 - Potassium salt of 6-m ethyl- 1,2,3-oxath i azi n e-4 (3H)one 2,2-clioxide, sold underthe trade name of Acesulfam K by Hoechst 0.5 g - Colorants, stabilizers, perfume q.s.
- pH adjusted to 4.5 with hydrochloric acid - Water q.s. 100g This composition is employed as a rinsing composition after a shampoo for the treatment of greasy hair.
Example 18
An anti-dandruff after-shampoo of the following composition is prepared:
- Hetero po lysacch a ride sold underthetrade name Keizan K9 C 57 by Keleo 1.2 g - Sodium salt of trideceth-7-carboxylic acid, 25 of formula CH3-(CH,),,-CH2-(0-CH2CH2)6-OCH2-COONa sold at 70% strength AS under the trade name of Sandopan DTC Lin6aire Gel by Sandoz 1.0 g AS Monoethanolamine salt of 1-hydroxy-4-methyl-6- 30 (2,4,4-tri methyl pentyl)-2-pyriclone, sold under the trade name Octopirox by Hoechst 1.0 g AS - Colorants, stabilizers, perfumes cl.s.
- pH adjusted to 7 with hydrochloric acid - Water q.s. 100g 35

Claims (1)

1. A composition suitable for application to human hair which comprises, in a cosmetically acceptable 40 medium, at least one a) water-soluble polyglycerolated nonionic surface-agent, or b) weakly anionic polyalkoxycarboxylate surface-active agent, or c) amphoteric surface-active agentwhich is an acylated derivative of a mono- or di-carboxylic, optionally cyclic, diaminoacid, or d) a mixture of two or more thereof, and at least one water-soluble hete ropo lysacch a ride.
2. A composition according to Claim 1, in which the water-soluble heteropolysaccharide is a xanthane gum having a molecular weight of 1,000,000 to 50,000,000 or polymers: biopolymer PS 87 produced by the bacterium Bacillus polymyxa, which comprises glucose, galactose, mannose, fucose and glucuronic acid in its structure; biopolymers S88, produced by the strain Pseudomonas ATCC 31554, S130, produced by the 50 strain Alcaligenes ATCC 31555, and S1 98, produced by the strain Alcaligenes ATCC 31853, comprising rhamnose, glucose, mannose and glucuronic acid in their molecules; biopolymer S139, produced by the strain Pseudomonas ATCC 31644 comprising rhamnose, glucose, mannose, galactose and galacturonic acid in its molecules; and the exocellular biopolymer produced by the species of bacteria, yeasts, fungi or algae which are gram-positive or negative.
3. A composition according to Claim 1 or 2 in which the nonionic surfaceactive agent is:
(A) a condensation product of a monoalcohol, an et-diol, an alkylphenol or an amide with glycidol or a giycidol precursor, (B) a product corresponding to the formula:
R,OtC2H30-(CH2OHH-,H in which R2 denotes an alkyl, alkenyl or alkylaryl radical and cl has a statistical value from 1 to 10, GB 2 164 658 A (C) a product corresponding to the formula:
R3CONH-CH2-CH2-0-CH2-CH2-0-(CH2CHOH-CH2-0) r H in which R3 denotes a straight-chain or branched, saturated or unsaturated aliphatic radical containing 8 to 5 carbon atoms and optionally one or more hydroxyl groups, of natural or synthetic origin, r denotes an integral or decimal number from 1 to 5.
4. A composition according to Claim 1 or 2 in which the nonionic surface agent is a product corresponding to the formula:
R, -CHOH-CH2-0-(CH2-CH01-1 -CH2-0-pfl in which R, denotes an aliphatic, alicyclic or arylaliphatic radical containing 7 to 21 carbon atoms, the aliphatic chains optionally containing one or more ether, thioether or hydroxymethylene groups and p is 15 from 'I to 10.
5. A composition according to claim 4 in which the nonionic surfaceactive agent is a product corresponding to the formula:
R1CH01-1-CH2-0-(C1-12-CHOH-CH2_P where R, denotes an alkyl radical containing 9 to 12 carbon atoms and p has a statistical value of approximately 3.5, or else R, denotes a decyl radical and p has a statistical value of 2.5.
6. A composition according to Claim 1 or 2 in which the nonionic surface agent is a product corresponding to the formula:
R20{_CM0- (CH20H%H in which R2 denotes a C12H25 group and q has a statistical value of 4 to 5.
7. A composition according to Claim 1 or 2, characterised in that the nonionic surface agent corresponds 30 totheformula:
R,-CONH-CH2-CH2-0-CH2-CH2-0-(CH2CHOH-CH20) -rH where R3 denotes a radical derived from lauric, myristic, oleic or copra acid and r has a statistical value from 35 3 to 4.
8. A composition according to anyone of the preceding claims in which the polyalkoxycarboxylate is a carboxylic acid of a polyglycolic ether corresponding to the formula:
R4-(OCI-12-CHAn-OCH,-COOH or a salt thereof, where R4 is a straight chain radical containing from 6 to 18 carbon atoms and n is an integer from 5 to 25.
9. A composition according to Claim 8 in which R4 is an alkyl group containing 12to 18 carbon atoms and nisanintegerfrom5to1O.
10. A composition according to Claim 9 in which the weakly anionic surface-active agent is a product 45 corresponding to the formula:
R4-(OCH2-CHAI-OCH,-COOH in which:
a) R4 denotes a mixture of alkyl radicals containing 12 to 14 carbon atoms and n is equal to 10; b) R4 denotes a group containing 13 carbon atoms and n is equal to 7; or c) R4 denotes a mixture of alkyl radicals containing from 12 to 15 carbon atoms and n is equal to 5; or d) R4 denotes an alkyl radical containing 16 carbon atoms and n is equal to 12.
11. A composition according to anyone of the preceding claims in which the amphoteric surfactant 55 corresponds to the formula:
R5-CO-M-CH2CH2-N 1.11(R7),nA(E)MO+ (1) 11 GB 2 164 658 A 11 in which R5 denotes a C7-C17 straight-chain or branched alkyl or alkenyl radical, or an alkyl or alkenyl radical derived from a long-chain fatty acid, R6 denotes an OH, OCH2CH2COONa or OCH2CH2COOH group; R7 denotes - CH2- AGdenotes a COO' group M denotes H or an alkali metal; m denotes 1 or 2 or CH2-CH-CH21 UH CH2CH20H IR,-CO-M-CH2CH2 N CH2C0Oe' CH2COONa (11) in which R8 denotes an alkyl group containing 7 to 17 carbon atoms oran alkyl group derived from copra. 20 12. A composition according to Claim 11 in which in formula 1 the alkyl radical derived from a long-chain fatty acid is a radical derived from copra or tallow.
13. A composition according to Claim 11 or 12, in which the amphoteric surface-active agent is a compound of formula:
R5-C-NH-CH2CH2-N 30 11 0 in which R8-C 11 U denotes the acyl radical derived from copra.
15. A composition according to anyone of Claims 2to 14 in which the xanthane gum has a viscosity of 50 600 to 1,650 cl? for an aqueous composition containing 1% of xanthane gum, measured in a Brook-field type LVTviscometerat60revimin.
16. A composition according to anyone of the preceding claims in which the surface-active agent is present in a proportion of 0.5 to 30% by weight.
17. A composition according to anyone of Claims 1 to 16 in which the heteropolysaccharide is present in 55 a proportion of 0.1 to 2.5% by weight.
18. Acomposition according to anyone of Claims 1 to 17which has a pH of 3to 9.
19. A composition according to anyone of Claims 1 to 18 in which the cosmetically acceptable medium is water or a water-alcohol mixture.
20. A composition according to anyone of Claims 1 to 19 which contains at least one perfume, preserving agent, sequestering agent, cationic surface-active agent, cationic polymer or electrolyte, with the exception of an anionic polymer when the composition contains a cationic polymer and with the exception of oxidizing agents and strongly anionic surfactants.
21. A composition according to anyone of Claims 1 to 20 which contains an anti-grease or anti-dandruff agent.
CH2CH2OCH2CH2COONa CH2CH2COONa in which R5-C 11 U denotes the acyl radical derived from copra.
14. A composition according to Claim 11 in which the amphoteric surfaceactive agent corresponds to the formula:
CH2CH20H R,-C-NH-CH2CH,-' 1 N CH2C000 ":CH2COONa 12 GB 2 164 658 A 12 22. A composition according to Claim 1 substantially as described in any one of the Examples..
23. A process for treating the hair which comprises applying thereto at least one composition as claimed in any one of Claims 1 to 22.
24. A process for washing the hair which comprises applying thereto at least one composition as claimed 5 in any one of Claims 1 to 22 and then rinsing the hair.
25. An anti-grease or anti-dandruff hair treatment process which comprises applying to the hair at least one composition as claimed in Claim 21 and optionally rinsing the hair after a few minutes' application.
26. A hair conditioning process which comprises applying to the hair at least one composition as claimed in any one of Claims 1 to 22, before or after permanent waving, before or after shampooing or between two 10 stages of a shampoo.
Printed in the UK for HMSO, D8818935, 2J86, 7102. Published by The Patent Office, 25 Southampton Buildings, London, WC2A lAY, from which copies may be obtained.
GB08523472A 1984-09-21 1985-09-23 Hair-treatment compositions based on nonionic, weakly anionic or amphoteric surface-active agents and heteropolysaccharides Expired GB2164658B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
LU85546A LU85546A1 (en) 1984-09-21 1984-09-21 Hair treatment compsn. contg. surfactant - and water sol. hetero:polysaccharide as thickener
LU85547A LU85547A1 (en) 1984-09-21 1984-09-21 Hair treatment compsn. contg. surfactant - and water sol. hetero:polysaccharide as thickener
LU85548A LU85548A1 (en) 1984-09-21 1984-09-21 Hair treatment compsn. contg. surfactant - and water sol. hetero:polysaccharide as thickener

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GB2164658A true GB2164658A (en) 1986-03-26
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DE (1) DE3533600C2 (en)
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FR2613616A1 (en) * 1987-04-10 1988-10-14 Oreal DETERGENT AND FOAMING COSMETIC COMPOSITION, DELAYING THE REGENATION OF HAIR
FR2618333A1 (en) * 1987-07-20 1989-01-27 Merck Sharp & Dohme PHARMACEUTICAL AND / OR COSMETIC COMPOSITION FOR TOPICAL USE CONTAINING RHAMSAM GUM
EP0326272A1 (en) * 1988-01-26 1989-08-02 The Procter & Gamble Company Shampoo compositions
FR2672899A1 (en) * 1991-02-19 1992-08-21 Oreal WASTE COMPOSITIONS OF KERATINIC MATERIALS BASED ON SYNTHESIS OIL AND METHOD FOR IMPLEMENTING THE SAME.
EP0524859A1 (en) * 1991-07-25 1993-01-27 L'oreal Antidandruff composition containing selenium sulfide
EP0532272A2 (en) * 1991-09-12 1993-03-17 Unilever Plc Hair conditioning composition

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US5230823A (en) * 1989-05-22 1993-07-27 The Procter & Gamble Company Light-duty liquid or gel dishwashing detergent composition containing an alkyl ethoxy carboxylate surfactant
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JP3008212B2 (en) * 1990-11-26 2000-02-14 花王株式会社 Transparent or translucent cosmetics
US6406686B1 (en) 2000-03-21 2002-06-18 Amway Corporation Conditioning shampoo containing arabinogalactan
US20050095215A1 (en) * 2003-11-03 2005-05-05 Popp Karl F. Antimicrobial shampoo compositions
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FR2602421A1 (en) * 1986-08-07 1988-02-12 Oreal COMPOSITION IN THE FORM OF GEL FOR INDUCING AND STIMULATING HAIR GROWTH AND REDUCING THEIR FALL BASED ON PIPERIDINO-PYRIMIDINE DERIVATIVES
US4820512A (en) * 1986-08-07 1989-04-11 L'oreal Composition in the form of a gel for inducing and stimulating hair growth and for decreasing their loss, based on piperidinopyrimidine derivatives
BE1001045A5 (en) * 1986-08-07 1989-06-20 Oreal COMPOSITION UNDER FREEZE FOR INDUCTION OF FORM AND STIMULATE HAIR GROWTH AND REDUCE THEIR FALL BASED ON DERIVATIVES piperidino PYRIMIDINE.
FR2613616A1 (en) * 1987-04-10 1988-10-14 Oreal DETERGENT AND FOAMING COSMETIC COMPOSITION, DELAYING THE REGENATION OF HAIR
JPS63258805A (en) * 1987-04-10 1988-10-26 ロレアル Cleaning and foaming composition
JP2612895B2 (en) * 1987-04-10 1997-05-21 ロレアル Cleaning and foaming composition
BE1000854A3 (en) * 1987-04-10 1989-04-18 Oreal COSMETIC AND DETERGENTE foaming, lubrication DELAYING THE HAIR.
US4996197A (en) * 1987-07-20 1991-02-26 Laboratoires Merck Sharp & Dohme-Chibret Pharmaceutical and/or cosmetic composition for local use containing Rhamsan gum
FR2618333A1 (en) * 1987-07-20 1989-01-27 Merck Sharp & Dohme PHARMACEUTICAL AND / OR COSMETIC COMPOSITION FOR TOPICAL USE CONTAINING RHAMSAM GUM
EP0326272A1 (en) * 1988-01-26 1989-08-02 The Procter & Gamble Company Shampoo compositions
FR2672899A1 (en) * 1991-02-19 1992-08-21 Oreal WASTE COMPOSITIONS OF KERATINIC MATERIALS BASED ON SYNTHESIS OIL AND METHOD FOR IMPLEMENTING THE SAME.
EP0500423A1 (en) * 1991-02-19 1992-08-26 L'oreal Cleansing composition containing synthetic oil and method for carrying it out
US5786310A (en) * 1991-02-19 1998-07-28 L'oreal Synthetic oil-based washing compositions and method of use
US5955406A (en) * 1991-02-19 1999-09-21 L'oreal Synthetic oil-based washing composition and method of use
EP0524859A1 (en) * 1991-07-25 1993-01-27 L'oreal Antidandruff composition containing selenium sulfide
FR2679447A1 (en) * 1991-07-25 1993-01-29 Oreal COMPOSITION FOR WASHING AND TREATING ANTIPELLICULAR HAIR AND SCALP, BASED ON SELENIUM SULFIDE AND NONIONIC SURFACTANT OF THE POLYGLYCEROL OR ALKYLPOLYGLYCOSIDE TYPE.
US5702690A (en) * 1991-07-25 1997-12-30 L'oreal Composition for washing and antidandruff treatment of hair and the scalp, based on selenium sulphide and nonionic surfactant of the polyglycerolated or alkylpolyglycoside type
EP0532272A2 (en) * 1991-09-12 1993-03-17 Unilever Plc Hair conditioning composition
EP0532272A3 (en) * 1991-09-12 1993-07-28 Unilever Plc Hair conditioning composition

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GB8523472D0 (en) 1985-10-30
JPH0745381B2 (en) 1995-05-17
FR2570598A1 (en) 1986-03-28
AU580491B2 (en) 1989-01-12
AU4780485A (en) 1986-04-24
FR2570598B1 (en) 1988-10-14
US4736756A (en) 1988-04-12
DK421285D0 (en) 1985-09-17
IT1185822B (en) 1987-11-18
IT8567805A0 (en) 1985-09-20
DE3533600C2 (en) 1996-02-01
BE903281A (en) 1986-03-20
JPS6178711A (en) 1986-04-22
CA1262865A (en) 1989-11-14
CH667202A5 (en) 1988-09-30
NL8502583A (en) 1986-04-16
DK421285A (en) 1986-03-22
DE3533600A1 (en) 1986-04-10
GB2164658B (en) 1988-01-06

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